Structural and Photophysical Properties of (2E)-3-[4-(Dimethylamino) Phenyl]-1-(Naphthalen-1-yl) Prop-2-en-1-One (DPNP) in Different Media

被引:0
作者
Mehboobali Pannipara
Abdullah M. Asiri
Khalid A. Alamry
Ibrahim A. Salem
Samy A. El-Daly
机构
[1] King Abdulaziz University,Department of Chemistry, Faculty of Science
[2] King Abdulaziz University,Center of Excellence for Advanced Materials Research
[3] Tanta University,Department of Chemistry, Faculty of Science
来源
Journal of Fluorescence | 2015年 / 25卷
关键词
Chalcone; Effect of solvents; Physicochemical parameters; Fluorescence quenching; Effect of acidity;
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学科分类号
摘要
The spectral and photophysical properties of a new chalcone derivative (2E)-3-[4-(dimethylamino) phenyl]-1-(naphthalen-1-yl) prop-2-en-1-one (DPNP) containing donor-acceptor group has been synthesized and characterized on the basis of the spectral (IR, 1HNMR & 13C NMR) and X- ray crystallographic data. The effect of solvents on photophysical parameters such as singlet absorption, molar absorptivity, oscillator strength, dipole moment, fluorescence spectra, and fluorescence quantum yield of DPNP have been investigated comprehensively. Significant red shift was observed in the emission spectrum of DPNP compared to the absorption spectrum upon increasing the solvent polarity, indicating a higher dipole moment in the excited state than in the ground state. The difference between the excited and ground state dipole moments (Δμ) were obtained from Lippert-Mataga and Reichardts correlations by means of solvatochromic shift method. The effects of medium acidity on the electronic absorption and emission spectra of DPNP were studied. The interaction of DPNP with colloidal silver nanoparticles (AgNPs) was also studied in ethanol and ethylene glycol using steady state fluorescence quenching measurements. The fluorescence quenching data reveal that dynamic quenching and energy transfer play a major role in the fluorescence quenching of DPNP by Ag NPs.
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页码:103 / 112
页数:9
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